Leo is seen with a pack of Velocernos and Raptoreptas as they killed and eaten a Mammoth as he and the Raptor Pokémon invaded the Pallet Mountains and started to attack and feast on any Pokémon, Dinosaur or Mammal they see as they begin to over hunt their meal, but Ash's foster brothers Riki and Shiro wouldn't let that happen as Delia joined herher sons as Leo ordered a pack of Raptoreptas, Dromaepiers and Velocernos to kill them as they fought and killed Riki and Shiro as Ash attacks Leo as Leo throws Ash to a rock as Leo was ready to bite Ash's throat but Delia saved her adoptive son as she and Leo battle each other as Leo ordered a pack of Shraptors and Ferraptors to attack her as Leo throws Delia to the cliff as Ash who was heartbroken for the loss of his family.

Leo taken over Ash with Saito and Kirito's family den as Leo brought a dead Stygimoloch as the Ketchum Brothers begin to eat the dinosaur as a pack of Raptorchs chased them as Leo glared at Ash with hatred as he said I'll kill you for this, kid.

Ash and his brothers and their wives Ruby, Asuna, Louise become fifteen Leo and his Raptor Pokémon attacked Ash slashes Leo's Ash and his companions realized that nothing won't stop Leo as they retreated with Ash's pack and cousins.

Leo witnessed Ash, Saito and Kirito along with Ash's pack and Ash's cousins took down twenty wildebeests for food as Leo was ready to get his revenge on Ash.

Ash and everyone are now seventeen years old as they started to feast on the Wildebeests that Ash and his companions took down as Leo ordered a pack of Velocernos and Shraptors attack them as a Velocerno tackles Ash as they both fall to the river as Ash's cousins and his pack were driving by fury as they along with Saito and Kirito engaged war with the Raptor Pokémon as Leo throws Drew to a tree knocking him unconscious as Leo did the same thing to Ryan and Yaron.
Ruby engages a battle with Leo as Leo pins down to the ground.
Leo attempted to kill Ruby but Ash who had survive from Leo's strike as they battle each other as Ash was shocked by Leo's thundering roar as Leo bites Ash by the throat and tries to push Ash down the canyon when Ash has a flashback of the day Leo killed Delia, goes flying to rage as he brokes free of Leo's bite force and slashes Leo's stomach as Ash throws Leo to the ground, injured. Leo retreated with his Raptor Pokémon.

Leo and his army of Raptor Pokémon saw Ash and Ruby with Saito and Kirito and Ash's pack and cousins with their soldiers as Leo is determine to get revenge on Ash.
Ash's army clashed with the Raptor Pokémon as Leo throws Pod to the trees he was about to do the same to Ruby, Ash who recovered and confronted Leo, Both determine to defeat each other once for all. While their armies clashed each other as Ash and Leo faced each other as Ash had the advantage.
Ash swats Leo to the ocean as Leo noticed Ruby and Pyrrha as he swims to Ruby and Pyrrha attempting to kill the girls as Ash jumps down from the cliff as they battle each other in the ocean.
Leo tries to stop Ash from saving his mate Ruby and nearly kills him as Paul saves his alpha when he bites Leo by the stomach and throws Leo to the canyon.
Leo recovers as he looks at Ash with a angry snarl as he swore that he will kill Ash if it's a last thing he'll do and runs to the jungle.

Dromaeosaur Crisis Grimm Adventures:

Jaune fought Leo to protect Pyrrha as he fought Leo as Leo pins Jaune down, before Leo could kill him as Ash swatted Leo to the canyons as Ash attacks Leo by the face, leaving a scar on Leo's face.

Leo ordered a pack of Scimitar Raptors, Saurornitholestes, Beoraptors, Dakotaraptors, Guanlongs, Nevedaraptors to attack Vale and the Beacon Academy as Ash's twenty first army to fight Leo's troops as the new battle has begun.

Jaune and Leo faced each other once again as Ash's cousins along Akela's pack and Ash's pack all fought and been overpowered by the Bengal Tiger Smiloraptor as Jaune throws Leo down the broken tower as the war is over, unknown to Ash or his friends that Leo was staring at them angrily as Leo made pack of Cutlasstooths, Dakotaraptors as they all left.

Dromaeosaur Crisis: Legend of Raikou.

Leo is seen as a leader of the Hybrid Dromaeosaurs and still trying to take over the Dromaeosaur Kingdoms and wants revenge on Ash for defeating him lot of times.

For Ash knew that Leo will come back and get revenge on him as Leo was gathering an army of Hybrid Dromaeosaurs to retake the Dromaeosaur Kingdoms from Tigerstar who informed Ash about this.

The Second Battle of Pallet Mountains has begun between the Dromaeosaurs and the Hybrid Dromaeosaurs as Leo ordered his soldiers to attack the Dromaeosaur Kingdoms.

Leo and Ash battle each other as Leo injures Ash by almost ripping his stomach open, but Naruto saves Ash by clawing Leo's face as Leo falls back in agony.
Leo demands Ash to turn over the Dromaeosaur Kingdoms or he'll kill his mate Ruby but Ash fought Leo once again as they battle as Ash claws Leo's back leaving it a wound as
Leo was angry as he killed ten of his soldiers who retreating in front of his troops.

Naruto faced Leo to protect his mate Sakura who is protecting Ash and taking care of his injuries by Leo as Naruto got slash in the eye as Leo attempt to bite Naruto's throat as Naruto thought about his parents were killed by Leo when still a child as Naruto defeated Leo by by throwing him to the lava as Leo roared no! He was gone for good. Unknown to Ash or Naruto, Leo was still alive as he let a very angry roar saying that he'll kill them all.

Dromaeosaur Crisis: The Return of Leo
Leo came back as he fought and killed the leader of the White Fang as taken himself as alpha of the White Fang and determined to have his revenge on Ash for what he did to him all those years ago.

Leo is seen as he standing on top of Gajou as he called ands leads a very large pack of Charmeleons from packs, strays, tribes and clans alike to get revenge on Ash and take his place as king of the Dromaeosaur Kingdoms.

A Pyrovelociraptor named Blackthorn came and informed Leo that Ash and Ruby had five children as Leo was ready to get revenge.

He tries to kidnap Ashley to make Ash to turn over the Dromaeosaur Kingdoms to him as Ash wants his daughter back, but Hunter attacks him and claws and bites his back as Leo and his Charmeleons retreated to the Dromaeosaur's Outlands.

Leo told his troops to invade the Dromaeosaur Lands as Godzilla Junior and his army faced the Charmeleons with Ash's pack's children and their troops as the final battle has begun as Leo killed a Sumatran Acceraptor, Holocene Baragonraptor, two Indominus Nykoraptors during in the battle.

Ash and Leo faced each other as they're both determine to defeat each other once for all as Leo pins Ash down by the throat, before he could kill Ash as Ash's son Assassin attacks Leo by slashing his stomach leaving a wound as Assassin and Leo battle each other as Ash watches his own son fighting his mother's killer in worry that Leo will kill Assassin, but Assassin seem to have an advantage while battling Leo, when Leo claws Assassin's eye as leaves a scar as he chases after Assassin down Gajou Assassin killed Leo by the throat to end his evil tyrant once for all as Assassin devoured Leo.